4.4 Article

Enantioselective Diels-Alder reactions of 3-(acyloxy)acrylates

Journal

TETRAHEDRON LETTERS
Volume 45, Issue 30, Pages 5925-5929

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2004.05.090

Keywords

Diels-Alder; chiral Lewis acid; beta-acyloxy acrylates

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Diels-Alder reactions with 3-(acyloxy)acrylates using chiral Lewis acid catalysts have been successfully carried out. These reactions proceed with high enantioselectivity when a chiral Lewis acid derived from Cu(OTf)(2) and a bisoxazoline is used. The facility of the reaction is dependent on the nature of the acyloxy group in the dienophile. (C) 2004 Elsevier Ltd. All rights reserved.

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